| 1. Round | 05/08/1999 | Yokohama F. Marinos | - | Júbilo Iwata | 3:0 | ||||
| 2. Round | 13/08/1999 | Júbilo Iwata | - | Shimizu S-Pulse | 0:1 | ||||
| 3. Round | 17/08/1999 | Cerezo Osaka | - | Júbilo Iwata | 3:2 aet | ||||
| 4. Round | 20/08/1999 | Avispa Fukuoka | - | Júbilo Iwata | 0:2 | ||||
| 5. Round | 27/08/1999 | Júbilo Iwata | - | Kashima Antlers | 0:4 |  |
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| 6. Round | 03/09/1999 | Urawa Red Diamonds | - | Júbilo Iwata | 1:2 aet | ||||
| 7. Round | 10/09/1999 | Júbilo Iwata | - | Nagoya Grampus Eight | 1:2 | ||||
| 8. Round | 14/09/1999 | Gamba Osaka | - | Júbilo Iwata | 3:1 |
Japan